Literature DB >> 12153204

A practical approach to the synthesis of 2,4-disubstituted oxazoles from amino acids.

Tina Morwick1, Matt Hrapchak, Molly DeTuri, Scot Campbell.   

Abstract

[reaction: see text] A new sequence for the synthesis of various 2,4-disubstituted oxazoles from alpha-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate alpha-acylamino aldehydes. Implementation of this reagent system for the conversion of alpha-acylamino ketones to oxazoles is briefly investigated.

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Year:  2002        PMID： 12153204     DOI： 10.1021/ol020092s

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  10 in total

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2.  A continuous fluorescence displacement assay for BioA: an enzyme involved in biotin biosynthesis.

Authors:  Daniel J Wilson; Ce Shi; Benjamin P Duckworth; Joseph M Muretta; Ujjini Manjunatha; Yuk Y Sham; David D Thomas; Courtney C Aldrich
Journal:  Anal Biochem       Date:  2011-05-08       Impact factor: 3.365

3.  Utilizing structures of CYP2D6 and BACE1 complexes to reduce risk of drug-drug interactions with a novel series of centrally efficacious BACE1 inhibitors.

Authors:  Michael A Brodney; Elizabeth M Beck; Christopher R Butler; Gabriela Barreiro; Eric F Johnson; David Riddell; Kevin Parris; Charles E Nolan; Ying Fan; Kevin Atchison; Cathleen Gonzales; Ashley E Robshaw; Shawn D Doran; Mark W Bundesmann; Leanne Buzon; Jason Dutra; Kevin Henegar; Erik LaChapelle; Xinjun Hou; Bruce N Rogers; Jayvardhan Pandit; Ricardo Lira; Luis Martinez-Alsina; Peter Mikochik; John C Murray; Kevin Ogilvie; Loren Price; Subas M Sakya; Aijia Yu; Yong Zhang; Brian T O'Neill
Journal:  J Med Chem       Date:  2015-04-01       Impact factor: 7.446

4.  Design, synthesis and characterization of novel gamma‑aminobutyric acid type A receptor ligands.

Authors:  Kamal P Pandey; Zubair Ahmed Khan; Lalit K Golani; Prithu Mondal; Yeunus Mian; Farjana Rashid; V V N Phani Babu Tiruveedhula; Daniel E Knutson; Dishary Sharmin; Taukir Ahmed; Sepideh Rezvanian; Nicolas M Zahn; Leggy A Arnold; Jeffrey M Witkin; James M Cook
Journal:  ARKIVOC       Date:  2020-12-02       Impact factor: 1.140

5.  Design and synthesis of a potential SH2 domain inhibitor bearing a stereodiversified 1,4-cis-enediol scaffold.

Authors:  Christine Marian; Rong Huang; Richard F Borch
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

6.  Polymer-supported alpha-acylamino ketones: preparation and application in syntheses of 1,2,4-trisubstituted-1H-imidazoles.

Authors:  Jan Kocí; Nadĕzda Pudelová; Viktor Krchnák
Journal:  J Comb Chem       Date:  2009 May-Jun

7.  Diazonamide support studies: stereoselective formation of the C10 chiral center in both the CDEFG and AEFG fragments.

Authors:  Jinzhen Lin; Brian S Gerstenberger; Nhu Y T Stessman; Joseph P Konopelski
Journal:  Org Lett       Date:  2008-08-15       Impact factor: 6.005

8.  Internal azomethine ylide cycloaddition methodology for access to the substitution pattern of aziridinomitosene A.

Authors:  Drew R Bobeck; Don L Warner; Edwin Vedejs
Journal:  J Org Chem       Date:  2007-10-02       Impact factor: 4.354

9.  Multiplicity of diverse heterocycles from polymer-supported alpha-acylamino ketones.

Authors:  Nadezda Pudelová; Viktor Krchnák
Journal:  J Comb Chem       Date:  2009 Sep-Oct

10.  Heterocyclic Cathinones as Inhibitors of Kynurenine Aminotransferase II-Design, Synthesis, and Evaluation.

Authors:  Michal Maryška; Lucie Svobodová; Wim Dehaen; Martina Hrabinová; Michaela Rumlová; Ondřej Soukup; Martin Kuchař
Journal:  Pharmaceuticals (Basel)       Date:  2021-12-10
  10 in total

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